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Organic Syntheses, Volume 91

Kay M. Brummond (Editor)
ISBN: 978-1-119-05416-0
416 pages
May 2015
Organic Syntheses, Volume 91 (1119054168) cover image


The demand for synthetic procedures that can be duplicated may be less egregious today than in 1921, but there is still a need.  To date, Organic Syntheses has filled this need with 90 volumes of “checked” experimentals; and with the culmination of Kay Brummond's term as a member of the editorial board, the addition of Volume 91.
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Table of Contents

Discussion Addendum: Resolution of 1,1'-Bi-2-Naphthol; (R)-(+)- and (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(BINAP) 1
David L. Hughes

Discussion Addendum for: Practical Synthesis of Novel Chiral Allenamides: (R)-4-Phenyl-3-(1,2-propadienyl)oxazoldin-2-one 12
Yong-Chua Teo and Richard P. Hsung

N-Carboxylated-2-substituted Indoles and 2,3-Disubstituted-2,3-dihydro-4-quinolones from 2-Alkynylbenzamides 27
Noriko Okamoto, Kei Takeda, and Reiko Yanada

Pd-Catalyzed External-CO-Free Carbonylation: Preparation of 2,4,6-Trichlorophenyl 3,4-Dihydronaphthalene-2-Carboxylate 39
Hideyuki Konishi, Tsuyoshi Ueda, and Kei Manabe

Rhodium-Catalyzed Direct Amination of Arene C-H Bonds Using Azides as the Nitrogen Source 52
Sae Hume Park, Yoosu Park, and Sukbok Chang

Synthesis of Alkynyliodonium Salts: Preparation of Phenyl (phenylethynyl)iodonium Trifluoroacetate 60
Luke I. Dixon, Michael A. Carroll, George J. Ellames and Thomas J. Gregson

Palladium-catalyzed 1,4-Addition of Terminal Alkynes to Conjugated Enones 72
Feng Zhou, Liang Chen and Chao-Jun Li

Cross-Coupling of Alkenyl/Aryl Carboxylates with Grignard Reagents via Fe-Catalyzed C-O Bond Activation 83
Bi-Jie Li, Xi-Sha Zhang and Zhang-Jie Shi

Preparation of 5-Hydroxycyclopentenones Via Conjugate Addition-Initiated Nazarov Cyclization 93
Joshua L. Brooks, Yu-Wen Huang, and Alison J. Frontier

Synthesis of Arylboronic Pinacol Esters from Corresponding Arylamines 106
Di Qiu, He Meng, Liang Jin, Shengbo Tang, Shuai Wang, Fangyang Mo, Yan Zhang and Jianbo Wang

Preparation of Alkanesulfonyl Chlorides from S-Alkyl Isotghiourea Salts via N-Chlorosuccinimide Mediated Oxidative Chlorosulfonation 116
Zhanhui Yang and Jiaxi Xu

DABCO-bis(sulfur dioxide), DABSO, as an easy-to-handle source of SO2: Sulfonamide preparation 125
Edward J. Emmett and Michael C. Willis

One-pot Preparation of (S)-N-[(S)-1-Hydroxy-4-metghyl-1,1-diphenylpentan-2-yl]pyrrolidine-2-carboxamide from L-Proline 137
Wacharee Hamying, Nonognaphat Duangdee, and Albrecht Berkessel

Enantioselective Rhodium-Catalyzed [2+2+2] Cycloaddition of Pentenyl Isocyanate and 4-Ethynylanisole: Preparation and Use of Taddol-pyrrolidine Phosphoramidite 150
Kevin M. Oberg, Timothy J. Martin, Mark Emil Oinen, Derek M. Dalton, Rebecca Keller Friedman, Jamie M. Neely, and Tomislav Rovis

Synthesis and Use of a Trifluoromethylated Azomethine Ylide Precursor: Ethyl 1-Benzyl-trans-5-(trifluoromethyl)pyrrolidine-3-carboxylate 162
Daniel M. Allwood, Duncan L. Browne and Steven V. Ley

Enantioselective Organocatalytic-α-Arylation of Aldehydes 175
Pernille H. Poulsen, Mette Overgaard, Kim L. Jensen and Kari Anker Jørgensen

Synthesis of 4,5-Disubstituted 2-aminothiazoles from α,β-Unsaturated Ketones: Preparation of S-benzyl-4-methyl-2-aminothiazolium Hydrochloride salt 185
Antonio Bermejo Gómez, Nanna Ahlsten, Ana E. Platero-Prats and Belen Martin-Matute

Sodium Methoxide-Catalyzed Direct Amidation of Esters 201
Kazushi Agura, Takashi Ohshima, Yukiko Hayashi, And Kazushi Mashima

Synthesis of Tetrasubstituted 1H-Pyrazoles by Copper-mediated Coupling of Enaminones with Nitriles 211
Mamta Suri and Frank Glorius

Synthesis of 1,3-Dimethyl-3-(p-tolyl)-1H-pyrrolo[3,2-c]pyridin-2(3H)-one by Cu(II)-Mediated Direct Oxidative Coupling 221
Chandan Dey and E. Peter Kundig

Preparation of (R)-4-Cyclohexyl-2,3-butadien-1-ol 233
Juntao Ye and Shengming

Discussion Addendum for: Formation of y-Keto Esters from β-Keto Esters: Methyl 5,5-dimethyl-4-oxohexanoate 248
Yashoda M. D. Bhogadhi and Charles K. Zercher

Ni-catalyzed Reductive Cleavage of Methyl 3-Methoxy-2-Naphthoate 260
Josep Cornella, Cayetana Zarate, and Ruben Martin

Indium-Catalyzed Heteroaryl-Heteroaryl Bond Formation through Nucleophilic Aromatic Substitution: Preparation of 2-Methyl-3-(thien-2-yl)-1H-indole 273
Yuta Nagase and Teruhisa Tsuchimoto

Synthesis of 2,3-Disubstituted Benzofurans by the Palladium-Catalyzed Coupling of 2-Iodoanisoles and Terminal Alkynes, Followed by Electrophilic Cyclization: 3-Iodo-2-phenylbenzofuran 283
Tuanli Yao, Dawei Yue, and Richard C. Larock

Enantioselective Preparation of (S)-5-Oxo-5,6-dihydro-2H-oyran-2-yl Benzoate 293
Tamas Benkovics, Adrian Ortiz, Zhiwei Guo, Animesh Goswami and Prashant Deshpande

Iron-Catalyzed Selective Conjugate Addition of Aryl Grignard Reagents to 2,4-Alkadienoates: tert-Butyl (Z)-5-Phenyl-3-hexenoate 307
Takeshi Hata, Hideyuki Goto, Tomofumi Yokomizo, and Hirokazu Urabe

3-Hydrixymethyl-3-phenylcyclopropene 322
Ramajeyam Selvaraj, Srinvasa R. Chintala, Michael T. Taylor and Joseph M. Fox

Enantioselective Synthesis of α- and β-Boc-protected 6-Hydroxy-pyranones: Carbohydrate Building Blocks 338
Sumit O. Bajaj, Jamison R. Farnsworth and George A. O'Doherty  

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